So much to read, so little time
I would not presume to discredit any of the fine suggestions offered here, but I would offer this additional perspective. Although it probably does matter whom you read and in what order, what matters more is your approach to the reading of any philosophy. You will gain so much more from participation in the Great Dialogue of philosophers through the ages if you make a concerted effort to limit your expectations and preconceived notions at the outset (easier said than done, I know).
Try on each new philosopher or school of thought as you would a summer coat, then discard it or add it to your wardrobe according to how it ultimately fits. Expect to find few if any satisfying answers and more questions than you may have begun with. The true joy of philosophy consists more in its process than in its products (which are few). You may even find, and I hope you do, that you have something of your own to contribute in the end.
Good luck!